Vacation Rentals & House Rentals in Port Charlotte

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Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Staffed property Swing set or jungle gym Swimming pool Smoking allowed

All filters match

Price per night from

$157

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2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$178

Responds fast! avg. 11 minutes

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$132

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$1,145

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$266

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$161

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$622

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$117

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$192

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Smoking allowed, Staffed property, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$745

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Swing set or jungle gym, Staffed property, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$149

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Swimming pool, Swing set or jungle gym, Staffed property, Smoking allowed

2 of 4 filters match

Price per night from

$1,117

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 4 match: Swimming pool, Smoking allowed, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$178

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 4 match: Swimming pool, Smoking allowed, Staffed property, Swing set or jungle gym

2 of 4 filters match

Price per night from

$114

Home in Port Charlotte with pool

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Staffed property, Swing set or jungle gym, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$143

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Swing set or jungle gym, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$424

Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Swing set or jungle gym, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$167

Shorewalk waterfront Condo Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

2 of 4 match: Swing set or jungle gym, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$95

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$103

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$223

“Lovely Home” The house looked just as the pictures showed. It was beautiful. We enjoyed the pool and hot tub. It was a nice vacation spot.

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$223

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$149

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$192

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$107

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Swing set or jungle gym, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$409

2 of 4 match: Swing set or jungle gym, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$454

2 of 4 match: Swing set or jungle gym, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$682

Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Swing set or jungle gym, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$492

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 56 minutes

2 of 4 match: Swing set or jungle gym, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$194

2 of 4 match: Staffed property, Swing set or jungle gym, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$273

2 of 4 match: Staffed property, Swing set or jungle gym, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$314

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Staffed property, Swing set or jungle gym, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$371

2 of 4 match: Staffed property, Swing set or jungle gym, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$252

Key West Flair

Sanibel condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Staffed property, Swing set or jungle gym, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$311

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$287

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$229

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Smoking allowed, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$229

Viewing 38 of 1,902
rentals in Port Charlotte

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